Modular total synthesis of rhizopodin: a highly potent G-actin dimerizing macrolide.
Modular total synthesis of rhizopodin: a highly potent G-actin dimerizing macrolide.
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DOI：
10.1002/chem.201302197
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发表时间：
2013-11
期刊：
影响因子：
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通讯作者：
M. Kretschmer;Michael Dieckmann;Pengfei Li;S. Rudolph;Daniel Herkommer;Johannes Troendlin;D. Menche
中科院分区：
文献类型：
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作者：
M. Kretschmer;Michael Dieckmann;Pengfei Li;S. Rudolph;Daniel Herkommer;Johannes Troendlin;D. Menche
通过采用一种利用分子C2对称性的简明策略，在29个步骤中实现了高效聚酮大环内酯根素的高度收敛的全合成。这种收敛方法的显着特点包括通过定点定向顺序交叉偶联策略快速组装大环，通过Horner-Wadsworth-Emmons(HWE)偶联反应双向连接侧链。在这一努力的过程中，开发了合成三个类似复杂性的主要构件的可扩展路线，从而允许它们的立体控制建造。这种模块化路线将有助于开发其他根定类似物的合成方法。
A highly convergent total synthesis of the potent polyketide macrolide rhizopodin has been achieved in 29 steps by employing a concise strategy that exploits the molecule's C2 symmetry. Notable features of this convergent approach include a rapid assembly of the macrocycle through a site-directed sequential cross-coupling strategy and the bidirectional attachment of the side chains by means of Horner-Wadsworth-Emmons (HWE) coupling reactions. During the course of this endeavor, scalable routes for synthesis of three main building blocks of similar complexity were developed that allowed for their stereocontrolled construction. This modular route will be amenable to the development of syntheses of other analogues of rhizopodin.